What is the cheapest airline that flies from Chicago Midway to Milan?

Delta, KLM, and Air France are the most popular carriers operating from Chicago Midway to Milan

When did momondo last update prices for flights from Chicago Midway Airport to Milan?

Prices for flights from Chicago Midway Airport to Milan are updated daily.

How old do you have to be to fly from Chicago Midway Airport to Milan?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Milan.

What documentation or ID do you need to fly to Milan?

The necessary travel and health documents for your Milan trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$205 Cheap Flights from Chicago Midway Airport to Milan in 2025/26

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6:20 am - 2:15 pmMDW-MXP

24h 55m2 stops

1:20 pm - 11:25 pmMXP-MDW

17h 05m2 stops

$538Multiple Airlines

Find Deal

jue., nov. 27 - jue., dic. 4

1:05 pm - 9:05 amMDW-MXP

13h 00m1 stop

11:05 am - 9:46 pmMXP-MDW

17h 41m1 stop

$830Delta

Find Deal

dom., ene. 25 - mié., feb. 25

5:59 pm - 6:50 pmMDW-MXP

17h 51m2 stops

11:05 am - 9:46 pmMXP-MDW

17h 41m1 stop

$833Delta

Find Deal

mié., ene. 7 - jue., ene. 15

6:00 am - 9:05 amMDW-MXP

20h 05m1 stop

12:00 pm - 8:50 amMXP-MDW

27h 50m2 stops

$834Delta

Find Deal

mié., ene. 7 - mié., ene. 14

10:35 am - 9:05 amMDW-MXP

15h 30m1 stop

11:05 am - 9:46 pmMXP-MDW

17h 41m1 stop

$879Delta

Find Deal

mié., ene. 7 - jue., ene. 15

1:05 pm - 9:05 amMDW-MXP

13h 00m1 stop

11:05 am - 11:49 pmMXP-MDW

19h 44m1 stop

$880Multiple Airlines

Find Deal

mié., dic. 3 - lun., dic. 15

12:50 pm - 10:35 amMDW-MXP

14h 45m2 stops

11:05 am - 11:49 pmMXP-MDW

19h 44m1 stop

$883Delta

Find Deal

mié., dic. 3 - lun., dic. 15

10:35 am - 9:05 amMDW-MXP

15h 30m1 stop

10:05 am - 9:46 pmMXP-MDW

17h 41m1 stop

$965Air France

Find Deal

sáb., mar. 7 - mar., mar. 17

1:05 pm - 9:05 amMDW-MXP

13h 00m1 stop

11:05 am - 9:46 pmMXP-MDW

16h 41m1 stop

$1,005KLM

Find Deal

dom., mar. 1 - dom., mar. 8

12:45 pm - 9:05 amMDW-MXP

13h 20m1 stop

11:05 am - 9:46 pmMXP-MDW

17h 41m1 stop

$1,035Air France

Find Deal

lun., dic. 29 - lun., ene. 12

Delta flights from Chicago Midway Airport to Milan

Our best Delta deals on Chicago Midway Airport to Milan flight tickets

Delta

Jan 25

MDW1:05 pmChicago Midway

13h 00m

1 stop

MXP9:05 amMilan Malpensa

Feb 25

MXP11:05 amMilan Malpensa

17h 41m

1 stop

MDW9:46 pmChicago Midway

$830

Find similar

Delta

Jan 7

MDW5:59 pmChicago Midway

17h 51m

2 stops

MXP6:50 pmMilan Malpensa

Jan 15

MXP11:05 amMilan Malpensa

17h 41m

1 stop

MDW9:46 pmChicago Midway

$833

Find similar

Delta

Jan 7

MDW6:00 amChicago Midway

20h 05m

1 stop

MXP9:05 amMilan Malpensa

Jan 14

MXP12:00 pmMilan Malpensa

27h 50m

2 stops

MDW8:50 amChicago Midway

$834

Find similar

Air France flights from Chicago Midway Airport to Milan

Our best Air France deals on Chicago Midway Airport to Milan flight tickets

Air France

Mar 7

MDW10:35 amChicago Midway

15h 30m

1 stop

MXP9:05 amMilan Malpensa

Mar 17

MXP10:05 amMilan Malpensa

17h 41m

1 stop

MDW9:46 pmChicago Midway

$965

Find similar

Air France

Dec 29

MDW12:45 pmChicago Midway

13h 20m

1 stop

MXP9:05 amMilan Malpensa

Jan 12

MXP11:05 amMilan Malpensa

17h 41m

1 stop

MDW9:46 pmChicago Midway

$1,035

Find similar

Air France

Nov 16

MDW10:47 amChicago Midway

15h 18m

1 stop

MXP9:05 amMilan Malpensa

Dec 2

MXP11:05 amMilan Malpensa

19h 44m

1 stop

MDW11:49 pmChicago Midway

$1,068

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Chicago Midway Airport to Milan that are best for you.

Fly from

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Route

Depart

Return

Price

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

jue. 11/27

6:20 am-2:15 pm

2 stops24h 55m

Milan Malpensa

jue. 12/4

1:20 pm-11:25 pm

2 stops17h 05m

$538

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

dom. 1/25

1:05 pm-9:05 am

1 stop13h 00m

Milan Malpensa

mié. 2/25

11:05 am-9:46 pm

1 stop17h 41m

$830

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

mié. 1/7

5:59 pm-6:50 pm

2 stops17h 51m

Milan Malpensa

jue. 1/15

11:05 am-9:46 pm

1 stop17h 41m

$833

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

mié. 1/7

6:00 am-9:05 am

1 stop20h 05m

Milan Malpensa

mié. 1/14

12:00 pm-8:50 am

2 stops27h 50m

$834

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

mié. 1/7

10:35 am-9:05 am

1 stop15h 30m

Milan Malpensa

jue. 1/15

11:05 am-9:46 pm

1 stop17h 41m

$879

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

mié. 12/3

1:05 pm-9:05 am

1 stop13h 00m

Milan Malpensa

lun. 12/15

11:05 am-11:49 pm

1 stop19h 44m

$880

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

mié. 12/3

12:50 pm-10:35 am

2 stops14h 45m

Milan Malpensa

lun. 12/15

11:05 am-11:49 pm

1 stop19h 44m

$883

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

sáb. 3/7

10:35 am-9:05 am

1 stop15h 30m

Milan Malpensa

mar. 3/17

10:05 am-9:46 pm

1 stop17h 41m

$965

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

dom. 3/1

1:05 pm-9:05 am

1 stop13h 00m

Milan Malpensa

dom. 3/8

11:05 am-9:46 pm

1 stop16h 41m

$1,005

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

lun. 12/29

12:45 pm-9:05 am

1 stop13h 20m

Milan Malpensa

lun. 1/12

11:05 am-9:46 pm

1 stop17h 41m

$1,035

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How to get the cheapest flight ticket from Chicago Midway Airport to Milan

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest day to depart on your flight to Milan?

Our data shows that Tuesday is the least expensive day to fly to Milan. Tickets to fly out on this day can be as low as $1,191. The most expensive day to fly to Milan is Saturday, with ticket prices averaging around $1,492.

What is the cheapest time of day to depart on your flight to Milan?

In the morning is the cheapest time of day to fly from Chicago Midway Airport to Milan when you can find flight prices for as low as $703. Flying to Milan in the morning is an ideal time because this is during off-peak travel hours. Flights to Milan are more costly in the evening, with an average ticket price of $1,350. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

Can stopping save me money on Chicago Midway Airport to Milan flights?

You could potentially save up to 2% on your flight if you consider stops on a Chicago Midway Airport to Milan flight.

When to book flights from Chicago Midway Airport to Milan

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Milan according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Chicago Midway Airport to Milan (MDW to MIL) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Milan

Direct flights	None

There are no direct flights from Chicago Midway Airport to Milan. There are no popular flight routes from Chicago Midway Airport to Milan.

Search flight deals

How far is Chicago Midway to Milan by plane?
Milan is 4534.8 mi away from Chicago Midway. Flights usually cover this in 12h 32m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Chicago Midway Airport to Milan?
Prices for flights from Chicago Midway Airport to Milan are updated daily.
How old do you have to be to fly from Chicago Midway Airport to Milan?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Milan.
What documentation or ID do you need to fly to Milan?
The necessary travel and health documents for your Milan trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Bellagio

Varenna

Menaggio

Brescia

Stresa

Assago

Monza

Levanto

Livigno

Bellano

Rho

Domodossola

Lecco

Bormio

Crema

Cernobbio

Novara

Moltrasio

Saronno

Baveno

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Milan?

Finding the right flight to Milan from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Milan quick and easy, saving you time and money.

Can I find flights from Chicago to Milan with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Milan from Chicago with this policy.

How can momondo help me find flights from Chicago to Milan?

Once you have performed a search for Chicago to Milan flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to Milan right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Milan now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Milan and let you know when they change.

An easier way to manage your Milan trip

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jue. 11/13

jue. 11/20

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Fly into one of these airports located in Milan

Milan Linate Airport

Milan Malpensa Airport

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Cheap flights from Chicago Midway Airport to Milan from $205

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Milan departing on 11/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Chicago Midway Airport to Milan

Cheap round-trip flights

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Delta flights from Chicago Midway Airport to Milan

Our best Delta deals on Chicago Midway Airport to Milan flight tickets

Air France flights from Chicago Midway Airport to Milan

Our best Air France deals on Chicago Midway Airport to Milan flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Chicago Midway Airport to Milan that are best for you.

See travel insights to Milan from

How to get the cheapest flight ticket from Chicago Midway Airport to Milan

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Milan?

Our data shows that Tuesday is the least expensive day to fly to Milan. Tickets to fly out on this day can be as low as $1,191. The most expensive day to fly to Milan is Saturday, with ticket prices averaging around $1,492.

What is the cheapest time of day to depart on your flight to Milan?

Can stopping save me money on Chicago Midway Airport to Milan flights?

You could potentially save up to 2% on your flight if you consider stops on a Chicago Midway Airport to Milan flight.

What is the cheapest airline that flies from Chicago Midway to Milan?

Delta, KLM, and Air France are the most popular carriers operating from Chicago Midway to Milan

When to book flights from Chicago Midway Airport to Milan

Cheap Chicago Midway Airport to Milan (MDW to MIL) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Milan

Direct flights

How far is Chicago Midway to Milan by plane?

When did momondo last update prices for flights from Chicago Midway Airport to Milan?

How old do you have to be to fly from Chicago Midway Airport to Milan?

What documentation or ID do you need to fly to Milan?

Traveling to a place near Milan?

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Milan?

Can I find flights from Chicago to Milan with flexible booking policies on momondo?

How can momondo help me find flights from Chicago to Milan?

I’m not ready to book a flight from Chicago to Milan right now. Can momondo alert me if prices change?

An easier way to manage your Milan trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Italy

Fly into one of these airports located in Milan

Airports listed have a maximum distance of 25.0 mi from Milan